This includes tv shows and books as well.
When I was 8 I cried during the originial transformers movie (1986) when optimus died, maximum sadness above.
Also, in the Walking dead
[spoiler] I teared up quite a bit when carl had to shoot his own mother in the head to prevent her from turning. Such an emotional scene *sobs* [/spoiler]
What has made you experience the deep well of sadness?
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Marley and me (I cried during wreck it ralph some how) I cried during my little dashie (I WAS LIKE 12 AND A BRONY SHUTUP) I cried during interstellar abit (this was bc of psychological shit where the infanite abyss of death scares me) I cried during the rabbit hole movie. And teared a lil @ kata death. That's it.